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Reaction of R-(+)-2-benzylideneaminobutan-1-ol with ethylene phosphorochloridite. Stereospecific formation of (3R,5R)-2-(2-chloroethoxy)-5-ethyl-2-oxo-3-phenyl-1,4,2-oxazaphosphorinane

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Abstract

The reaction of R-(+)-2-benzylideneaminobutan-1-ol with ethylene phosphorochloridite afforded phosphorus-epimeric (3R,5R)-2-(2-chloroethoxy)-5-ethyl-2-oxo-3-phenyl-1,4,2-oxazaphosphorinanes. The phosphorinane-ring closure proceeded stereospecifically and occurred only from one of the diastereofacial sides (re) of the C=N bond.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    M. N. Dimukhametov, E. V. Bayandina, E. Yu. Davydova, T. A. Zyablikova, A. B. Dobrynin, I. A. Litvinov & V. A. Al"fonsov

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  1. M. N. Dimukhametov
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  2. E. V. Bayandina
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  3. E. Yu. Davydova
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  4. T. A. Zyablikova
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  5. A. B. Dobrynin
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  6. I. A. Litvinov
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  7. V. A. Al"fonsov
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Dimukhametov, M.N., Bayandina, E.V., Davydova, E.Y. et al. Reaction of R-(+)-2-benzylideneaminobutan-1-ol with ethylene phosphorochloridite. Stereospecific formation of (3R,5R)-2-(2-chloroethoxy)-5-ethyl-2-oxo-3-phenyl-1,4,2-oxazaphosphorinane. Russian Chemical Bulletin 50, 2468–2470 (2001). https://doi.org/10.1023/A:1015072621603

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